Windermere Homes for Sale Under $400K
Homes, condos and townhomes listed at $400,000 or less.
- For sale now
- 24
- Median list price
- $352K
- Median $ / sq ft
- $254
- Median days listed
- 75
Newest 24 of 24 homes under $400k in Windermere
$349,900
12417 Cruxbury Dr
Windermere, FL 34786
2 bd · 3 ba · 1,311 sqft
Lakes/Windermere-Lk Reams Twhm
MLS ID #O6439656, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$400,000
14500 Bridgewater Crossings Blvd
Windermere, FL 34786
4 bd · 3 ba · 1,706 sqft
Tennyson Pk/Summerport
MLS ID #O6449184, NOVA REAL ESTATE SERVICES INC.
Listing provided by Stellar MLS
$293,997
8168 Boat Hook Loop #302
Windermere, FL 34786
2 bd · 2 ba · 1,161 sqft
Lakeside/Lks/Windermere
MLS ID #O6445290, BLUE KEY PROPERTY MANAGEMENT.
Listing provided by Stellar MLS
$315,900
14030 Sparkling Cove Ln #603
Windermere, FL 34786
2 bd · 3 ba · 1,232 sqft
Oasis Cove I/Lakeside Village Ph 01
MLS ID #O6424774, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$365,000
8634 Danforth Dr
Windermere, FL 34786
2 bd · 3 ba · 1,380 sqft
Lakes/Windermere-Lk Reams Twnh
MLS ID #O6447780, REAL ESTATE HOUSE FL INC.
Listing provided by Stellar MLS
$364,990
7663 Bramwell St
Windermere, FL 34786
3 bd · 3 ba · 1,398 sqft
Wickham Park 04 05 06 09 10 11 12 01
MLS ID #TB8561943, LOKATION.
Listing provided by Stellar MLS
$350,000
8214 Serenity Spring Dr #2405
Windermere, FL 34786
3 bd · 3 ba · 1,512 sqft
Oasis Cove 2/Lakeside Village Ph X
MLS ID #O6453473, THE SIMON SIMAAN GROUP.
Listing provided by Stellar MLS
$354,000
7430 Bentonshire Ave
Windermere, FL 34786
2 bd · 3 ba · 1,412 sqft
Wickham Park 04 05 06 09 10 11 12 01
MLS ID #O6436022, EXP REALTY LLC.
Listing provided by Stellar MLS
$399,000
8133 Enchantment Dr #1307
Windermere, FL 34786
4 bd · 3 ba · 1,974 sqft
Oasis Cove I/Lakeside Village Ph 01
MLS ID #O6455333, WEMERT GROUP REALTY LLC.
Listing provided by Stellar MLS
$394,900
8218 Mystic View Way #2801
Windermere, FL 34786
3 bd · 3 ba · 1,840 sqft
Oasis Cove Ii/Lakeside Village Ph
MLS ID #O6418357, WEICHERT REALTORS HALLMARK PRO.
Listing provided by Stellar MLS
$319,900
8276 Maritime Flag St #1204
Windermere, FL 34786
3 bd · 2 ba · 1,455 sqft
Lakeside/Lk/Windermere Ph 12
MLS ID #O6449170, HOMEVEST REALTY.
Listing provided by Stellar MLS
$299,500
8180 Boat Hook Loop #109
Windermere, FL 34786
2 bd · 2 ba · 1,161 sqft
Lakeside/Lks
MLS ID #S5150297, ROMAN'S PRO REALTY LLC.
Listing provided by Stellar MLS
$349,000
12930 Vennetta Way
Windermere, FL 34786
3 bd · 3 ba · 1,644 sqft
Lake Sawyer South Ph 3
MLS ID #O6450743, RE/MAX TOWN & COUNTRY REALTY.
Listing provided by Stellar MLS
$320,000
8168 Boat Hook Loop #303
Windermere, FL 34786
3 bd · 2 ba · 1,442 sqft
Lakeside At Lakes Of Windermere
MLS ID #O6435857, SOUTHERN REALTY GROUP LLC.
Listing provided by Stellar MLS
$350,000
8179 Maritime Flag St #206
Windermere, FL 34786
3 bd · 2 ba · 1,332 sqft
Lakeside/Lks/Windermere
MLS ID #O6447793, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$394,900
12744 Langstaff Dr
Windermere, FL 34786
3 bd · 3 ba · 1,369 sqft
Lakes/Windermere-Lk Reams Twnh
MLS ID #S5154691, MY REALTY GROUP, LLC..
Listing provided by Stellar MLS
$385,000
7752 Rigby St
Windermere, FL 34786
3 bd · 3 ba · 1,335 sqft
Whickham Park
MLS ID #O6422269, ATLIS REALTY GROUP LLC.
Listing provided by Stellar MLS
$290,000
11446 Jasper Kay Terrace #202
Windermere, FL 34786
2 bd · 2 ba · 1,161 sqft
Lakeside/Lks/Windermere
MLS ID #O6442239, KELLER WILLIAMS REALTY AT THE PARKS.
Listing provided by Stellar MLS
$345,000
7712 Fordson Ln
Windermere, FL 34786
3 bd · 3 ba · 1,644 sqft
Lake Sawyer South Ph 03
MLS ID #O6425885, KELLER WILLIAMS CLASSIC.
Listing provided by Stellar MLS
$398,000
8860 Herencia Aly
Windermere, FL 34786
3 bd · 3 ba · 1,547 sqft
Legado 95/47 Lot 99
MLS ID #O6433569, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$379,900
8608 Brookvale Dr
Windermere, FL 34786
3 bd · 3 ba · 1,480 sqft
Lakes/Windermere Lake Reams Twnh
MLS ID #S5157627, AGENT TRUST REALTY CORPORATION.
Listing provided by Stellar MLS
$359,000
14442 Desert Haven St #4305
Windermere, FL 34786
3 bd · 3 ba · 1,534 sqft
Oasis Cove/Lakeside Village Ph Vii
MLS ID #O6410152, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$295,000
8180 Boat Hook Loop #102
Windermere, FL 34786
2 bd · 2 ba · 1,161 sqft
Lakeside/Lks/Windermere
MLS ID #O6420460, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$399,000
12405 Cruxbury Dr
Windermere, FL 34786
2 bd · 3 ba · 1,429 sqft
Lakes/Windermere-Lk Reams Twhm
MLS ID #O6394966, HOMEVEST REALTY.
Listing provided by Stellar MLS
Windermere homes under $400k by price
- Under $300K4
- $300K–$500K20
Neighborhoods with the most homes under $400k for sale
- Lakeside Lks Windermere4 listed
- Lakes Windermere-Lk Reams Twhm2 listed
- Oasis Cove I Lakeside2 listed
- Lakes Windermere-Lk Reams Twnh2 listed
- Wickham Park2 listed
- Lake Sawyer South2 listed
Windermere homes under $400k: quick answers
How many homes under $400k are for sale in Windermere?+
24 homes under $400k are listed for sale in Windermere, FL right now. Homes, condos and townhomes listed at $400,000 or less.
What do homes under $400k cost in Windermere?+
The median list price is $352K (about $254 per square foot), with listings from $290K to $400K.
How long do homes under $400k in Windermere stay on the market?+
The listings for sale now have been on the market a median of 75 days.
Which Windermere neighborhoods have the most homes under $400k for sale?+
Lakeside Lks Windermere (4), Lakes Windermere-Lk Reams Twhm (2), Oasis Cove I Lakeside (2), Lakes Windermere-Lk Reams Twnh (2), Wickham Park (2).
More Windermere homes for sale
Homes Under $400K in other cities
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of November 12, 2026 at 1:08 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA